(3R,8R,9Z,11Z)-heptadeca-1,9,11-trien-4,6-diyne-3,8-diol

Details

• Internal ID: 7fc480c2-1f48-4a9f-a94d-0e1f67fecfa5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols > Long-chain fatty alcohols
• IUPAC Name: (3R,8R,9Z,11Z)-heptadeca-1,9,11-trien-4,6-diyne-3,8-diol
• SMILES (Canonical): CCCCCC=CC=CC(C#CC#CC(C=C)O)O
• SMILES (Isomeric): CCCCC/C=C\C=C/[C@H](C#CC#C[C@@H](C=C)O)O
• InChI: InChI=1S/C17H22O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,8-10,14,16-19H,2-3,5-7H2,1H3/b9-8-,14-10-/t16-,17-/m1/s1
• InChI Key: GIOSKBFULQWJBF-SAAWDVBUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₂
• Molecular Weight: 258.35 g/mol
• Exact Mass: 258.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 2.59
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9862	98.62%
Caco-2	+	0.5468	54.68%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Plasma membrane	0.4163	41.63%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8232	82.32%
OATP1B3 inhibitior	+	0.9186	91.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9093	90.93%
P-glycoprotein inhibitior	-	0.9207	92.07%
P-glycoprotein substrate	-	0.8232	82.32%
CYP3A4 substrate	-	0.5466	54.66%
CYP2C9 substrate	-	0.7982	79.82%
CYP2D6 substrate	-	0.7649	76.49%
CYP3A4 inhibition	-	0.7669	76.69%
CYP2C9 inhibition	-	0.8277	82.77%
CYP2C19 inhibition	-	0.7745	77.45%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	+	0.6178	61.78%
CYP2C8 inhibition	-	0.7863	78.63%
CYP inhibitory promiscuity	-	0.5072	50.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.5695	56.95%
Eye corrosion	+	0.7687	76.87%
Eye irritation	-	0.8366	83.66%
Skin irritation	+	0.6632	66.32%
Skin corrosion	-	0.6726	67.26%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3698	36.98%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5426	54.26%
skin sensitisation	+	0.9110	91.10%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.8721	87.21%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.4791	47.91%
Acute Oral Toxicity (c)	III	0.6700	67.00%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.5992	59.92%
Thyroid receptor binding	+	0.6326	63.26%
Glucocorticoid receptor binding	+	0.7031	70.31%
Aromatase binding	+	0.6474	64.74%
PPAR gamma	+	0.7410	74.10%
Honey bee toxicity	-	0.9041	90.41%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5361	53.61%
Fish aquatic toxicity	+	0.9439	94.39%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.39%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.25%	99.17%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	92.13%	85.94%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	91.77%	97.29%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.57%	92.86%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.77%	92.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.25%	96.09%
CHEMBL2885	P07451	Carbonic anhydrase III	86.71%	87.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.48%	93.56%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	83.12%	91.81%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.86%	100.00%
CHEMBL230	P35354	Cyclooxygenase-2	81.52%	89.63%
CHEMBL1907	P15144	Aminopeptidase N	81.05%	93.31%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.52%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.37%	91.11%

Plants that contains it

• Hedera rhombea

Cross-Links

• PubChem: 16743556
• LOTUS: LTS0147707
• wikiData: Q105009129